Vacation rentals in Windham
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Top-rated vacation rentals in Windham
Guests agree: these stays are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Windham vacation rentals
Other great vacation rentals in Windham
Apartment in Jamaica
4.84 out of 5 average rating, 199 reviewsThe Getaway
Oct 15 – 22
Chalet in Dover
4.93 out of 5 average rating, 264 reviewsA charming VT chalet
Sep 19 – 26
Cottage in Jamaica
4.82 out of 5 average rating, 463 reviewsForest Cottage ~ 7min to Stratton, Private, Views
Jun 15 – 22
Condo in Londonderry
4.95 out of 5 average rating, 43 reviewsMagical Ski-In/Ski-Out Condo at Magic w/ game room
Aug 8 – 15
Home in Windham
4.95 out of 5 average rating, 77 reviewsArtistic Southern Vt Countryside Home at Windham
Jun 8 – 15
Condo in Stratton
4.96 out of 5 average rating, 93 reviewsPremier Stratton Village Location - Pool & Hot Tub
May 8 – 15
Cabin in Windham
5.0 out of 5 average rating, 12 reviewsThe Windham Hill A-Frame - Close to 3 Ski Resorts!
Jul 26 – Aug 2
Apartment in Londonderry
4.96 out of 5 average rating, 27 reviewsDog-friendly, 1-bedroom apartment w/ fireplace (A)
Sep 4 – 11
Quick stats about vacation rentals in Windham
Total rentals
60 properties
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Pet-friendly rentals
20 properties allow pets
Family-friendly rentals
40 properties are a good fit for families
Total number of reviews
1.9K reviews
Nightly prices starting at
€ 85 before taxes and fees
Frequently Asked Questions
Are there pet-friendly vacation rentals in Windham?
Four-legged friends are welcome in Windham. Choose from more than 20 vacation rentals for guests traveling with pets.
Do house rentals in Windham have a kitchen?
Absolutely! We offer over 30 house rentals with a kitchen in Windham. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in house rentals in Windham?
Experience the best of Windham with our house rentals, starting at about $160 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do house rentals in Windham have wifi?
Absolutely! We offer over 30 house rentals with wifi in Windham. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly vacation rentals in Windham?
Windham has more than 40 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
What are the most popular amenities for House Rentals in Windham?
Enhance your stay in our House Rentals with the most popular amenities: over 20 homes with free parking, over 30 homes with wifi, over 30 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.
Do house rentals in Windham have free parking?
Absolutely! We offer over 20 house rentals with free parking in Windham. Enjoy a tailored experience with all the comforts you desire.
Are there vacation rentals with a dedicated workspace in Windham?
Yes! Work meets play with ease at over 30 vacation rentals in Windham featuring dedicated workspaces. Stay connected and productive in your home away from home.
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